North Side Holiday Rentals - Holiday Homes in North Side

A nighttime city skyline reflected in a calm body of water, with illuminated buildings and a bridge.

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Our top choices for North Side holiday rentals

Wrigleyville Suites

Lakeview

Kate

RM984 total

includes taxes & fees

9 Jul - 10 Jul

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Top North Side Hotel Reviews

Hotel Lincoln

10/10 Excellent

"Fantastic location in Lincoln Park for easy access to the park, beach and dining. Great location for pet friendly hotel. Couldn't ask for much more from a brief stop on a cross country business trip."

Best Western Plus Hawthorne Terrace Hotel

10/10 Excellent

"Great location if you’re going to Wrigley. We dropped off our bags, got a parking pass, and took the short walk to Wrigley. Parking is conveniently located next to Hotel. We checked in after the game. The room was a good size, with one of the most comfortable beds I’ve had in a Hotel. The neighborhood feels safe, and there is a host of Restaurants and Bars nearby. They serve a real nice continental Breakfast. We enjoyed Breakfast on the shaded patio in front of the property. Great stay!"

The Villa Toscana

10/10 Excellent

"This was perfect for me - a solo traveler who doesn’t care too much about the property except for cleanliness and a comfortable bed. Villa Toscana is both of those things. It’s very close to Wrigley and convenient for me when visiting family. The property itself is an old home so it’s…old. It has the qualities of an older home. It’s not The Ritz but it’s clean and cozy and comfortable. I need to find out what sheets they use because they were so soft. I will 100% be staying again."

The Den Hotel

10/10 Excellent

"My original stay was for 2 night and 3 days(4th of July weekend). I had such a good time, I decided to extend my trip for 2 more days. The staff was very accommodating and made my transition to my second room/stay so easy and comfortable. Not to mention the location couldn’t have been more perfect. I will be back!!!"

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Thornton Junction Holiday Rentals

Room 1

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Our top choices for North Side holiday rentals

Wrigleyville Suites

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Top North Side Hotel Reviews

Hotel Lincoln

Best Western Plus Hawthorne Terrace Hotel

Hotel Versey Chicago Lincoln Park

Wrigley Hostel

The Villa Toscana

Ray's Bucktown B&B

The Den Hotel

City Suites Hotel

Dorothy's

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North Side Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for North Side holiday rentals

Wrigleyville Suites

Find holiday rentals that suit your style

Top North Side Hotel Reviews

Hotel Lincoln

Find out more about North Side

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